Mal-PEG8-Val-Cit-PAB-MMAE - CAS 2353409-69-3

Mal-PEG8-Val-Cit-PAB-MMAE - CAS 2353409-69-3 Catalog number: BADC-01099

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Mal-PEG8-Val-Cit-PAB-MMAE is a cleavable 8 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs).

Category
ADCs Linker
Product Name
Mal-PEG8-Val-Cit-PAB-MMAE
CAS
2353409-69-3
Catalog Number
BADC-01099
Molecular Formula
C81H131N11O23
Molecular Weight
1626.97
Purity
≥95%

Ordering Information

Catalog Number Size Price Quantity
BADC-01099 -- $-- Inquiry
Description
Mal-PEG8-Val-Cit-PAB-MMAE is a cleavable 8 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs).
IUPAC Name
[4-[[(2S)-5-(carbamoylamino)-2-[[(2S)-2-[3-[2-[2-[2-[2-[2-[2-[2-[2-(2,5-dioxopyrrol-1-yl)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoylamino]-3-methylbutanoyl]amino]pentanoyl]amino]phenyl]methyl N-[(2S)-1-[[(2S)-1-[[(3R,4S,5S)-1-[(2S)-2-[(1R,2R)-3-[[(1S,2R)-1-hydroxy-1-phenylpropan-2-yl]amino]-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl]-3-methoxy-5-methyl-1-oxoheptan-4-yl]-methylamino]-3-methyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]-N-methylcarbamate
Canonical SMILES
CCC(C)C(C(CC(=O)N1CCCC1C(C(C)C(=O)NC(C)C(C2=CC=CC=C2)O)OC)OC)N(C)C(=O)C(C(C)C)NC(=O)C(C(C)C)N(C)C(=O)OCC3=CC=C(C=C3)NC(=O)C(CCCNC(=O)N)NC(=O)C(C(C)C)NC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCN4C(=O)C=CC4=O
InChI
InChI=1S/C81H131N11O23/c1-15-56(8)72(64(105-13)51-68(96)91-33-20-24-63(91)74(106-14)57(9)75(98)84-58(10)73(97)60-21-17-16-18-22-60)89(11)79(102)70(54(4)5)88-78(101)71(55(6)7)90(12)81(104)115-52-59-25-27-61(28-26-59)85-76(99)62(23-19-32-83-80(82)103)86-77(100)69(53(2)3)87-65(93)31-35-107-37-39-109-41-43-111-45-47-113-49-50-114-48-46-112-44-42-110-40-38-108-36-34-92-66(94)29-30-67(92)95/h16-18,21-22,25-30,53-58,62-64,69-74,97H,15,19-20,23-24,31-52H2,1-14H3,(H,84,98)(H,85,99)(H,86,100)(H,87,93)(H,88,101)(H3,82,83,103)/t56-,57+,58+,62-,63-,64+,69-,70-,71-,72-,73+,74+/m0/s1
Solubility
10 mm in DMSO
Appearance
Solid
Shelf Life
≥ 2 years
Shipping
Room temperature, or blue ice upon request.
Storage
Store at -20 °C, keep in dry and avoid sunlight.
Form
Solid

Mal-PEG8-Val-Cit-PAB-MMAE is a powerful reagent used in the development of targeted cancer therapies, particularly in the field of antibody-drug conjugates (ADCs). The compound contains a maleimide group (Mal) that enables selective conjugation to thiol-containing biomolecules, such as antibodies and proteins. The PEG8 spacer enhances the solubility and stability of the conjugate in biological systems, ensuring better pharmacokinetics and prolonged circulation time. The Val-Cit peptide sequence is a self-cleaving linker that can release the cytotoxic drug MMAE (monomethyl auristatin E) specifically in the tumor microenvironment, enhancing the efficacy and reducing systemic toxicity of the drug.

One of the main applications of Mal-PEG8-Val-Cit-PAB-MMAE is in the creation of antibody-drug conjugates (ADCs) for targeted cancer therapy. The maleimide group enables efficient conjugation to monoclonal antibodies, while the PEG8 spacer improves solubility and pharmacokinetics. The Val-Cit peptide linker is designed for selective cleavage in tumor cells, triggering the release of MMAE, a potent cytotoxic agent that inhibits microtubule assembly and induces cell death. This targeted approach allows for the localized delivery of the cytotoxic agent, minimizing damage to healthy tissues and reducing side effects compared to conventional chemotherapy.

In addition to ADCs, Mal-PEG8-Val-Cit-PAB-MMAE can also be used in the development of peptide-drug conjugates (PDCs). The PEG8 spacer ensures the stability and solubility of the conjugate, while the Val-Cit linker allows for the controlled release of the drug upon cleavage. The PAB linker enhances the stability of the conjugate during circulation, preventing premature drug release. This makes Mal-PEG8-Val-Cit-PAB-MMAE an effective tool for delivering chemotherapeutic agents or other bioactive molecules to targeted sites with precision. The compound’s ability to release MMAE specifically in the tumor microenvironment enhances its therapeutic potential.

Another promising application of Mal-PEG8-Val-Cit-PAB-MMAE is in targeted drug delivery for autoimmune diseases or inflammatory conditions. By modifying the peptide sequence or targeting different cell surface receptors, the compound can be engineered to deliver MMAE to specific immune cells or inflammatory sites. The PEG8 spacer ensures stability in circulation, while the Val-Cit linker allows for the controlled release of the cytotoxic agent when needed. This approach helps improve the therapeutic index of MMAE, enabling more effective treatment with reduced systemic toxicity.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Historical Records: Mal-PEG8-Val-Cit-PAB-MMAE
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